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1,2-Dichloroethane → 2-Methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid benzylamide

HRID 2213558
ノート
印刷プレビュー

反応式

HRID 2213558 の反応式
[CH3:1][C:2]1[NH:6][C:5]2[C:7](=[O:10])[CH2:8][CH2:9][C:4]=2[C:3]=1[C:11]([OH:13])=O.[CH:14]1[CH:15]=[CH:16][C:17]2N(O)N=N[C:18]=2[CH:19]=1.C(Cl)CCl.[NH2:28][C:29]1C=CC=CC=1>CN(C=O)C.C([O-])([O-])=O.[Na+].[Na+].O>[CH2:29]([NH:28][C:11]([C:3]1[C:4]2[CH2:9][CH2:8][C:7](=[O:10])[C:5]=2[NH:6][C:2]=1[CH3:1])=[O:13])[C:18]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 111,2-DichloroethaneHCID 6115AnilineHCID 757711-HydroxybenzotriazoleHCID 219575932-Methyl-6-oxo-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-3-carboxylic acid

生成物 1

HCID 210515532-Methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid benzylamide収率 78.3%

試薬・触媒・溶媒 3

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒
HCID 10340Sodium Carbonate溶媒

実験手順

A mixture of 2-methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid (Example B, 268.5 mg, 1.5 mmol), HOBt (202.5 mg, 1.5 mmol) and EDC (573.5 mg, 3 mmol) in dry DMF (5 mL) was stirred at room temperature for 20 min. Then aniline (3.0 mmol) was added to the mixture and stirring was continued for 24 hours. The reaction was diluted with sat. Na2CO3 and water, the solid was collected by vacuum filtration, washed with sat. Na2CO3 and water in turn, dried to give 315 mg of the titled compound as a white solid.

後処理

  1. stirringstirring
  2. waitwas continued for 24 hours
  3. filtrationthe solid was collected by vacuum filtration
  4. washwashed with sat. Na2CO3 and water in turn
  5. customdried

出典と根拠

ORDレコード
ord-12a6b5ef39fd42db8d9d0184fa36b396
出典データセット
uspto-grants-2006_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07105562B2

反応ノート

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